(S)-(-)-4-Isopropyl-2-oxazolidinone (S)-4-异丙基-2-唑烷酮
CAS 17016-83-0 MFCD00010847
化学结构图
SMILES: CC(C)[C@H]1COC(=O)N1
化学属性
| Mol. Formula | C6H11NO2 |
|---|---|
| Mol. Weight | 129.16 |
| Melting Point | 70-73°C |
| TSCA | No |
| Solubility | 不溶 |
| Density | 1.038 |
| Boiling Point | 291.1°C at 760 mmHg |
别名和识别编码
| Chemical Name | (S)-(-)-4-Isopropyl-2-oxazolidinone |
|---|---|
| MDL Number | MFCD00010847 |
| PubChem Substance ID | 87571803 |
| Beilstein Registry Number | 3588198 |
| CAS Number | 17016-83-0 |
| Synonym | (S)-4-Isopropyl-2-oxazolidinone {LY} (S)-4-Isopropyl-2-oxazolidinone {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazolidinone {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {} {LY} (S)-4-Isopropyl-2-oxazoli |
| EC Number | 250-023-7 |
| Chemical Name Translation | (S)-4-异丙基-2-唑烷酮 |
| Reaxys-RN | 1099716 |
| Canonical SMILES | CC([C@H]1COC(=O)N1)C |
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分类
- {SNA} Asymmetric Synthesis, Chemical Synthesis, Chiral Auxiliaries, Oxazolidinone Derivatives
产品应用
- 在二铑（II)复合物中用作手性配体，在丁加醇醛（aldol）加成反应中作为手性试剂。非对称合成常用试剂。
相关文献及参考
- Bromination (NBS), followed by azide displacement, gives a route to chiral amino acids: Tetrahedron Lett ., 28, 1123 (1987). Direct electrophilic azidation with triisopropylbenzenesulfonyl azide has also been used to effect this transformation: J. Am. Chem. Soc., 112, 4011 (1990).
- The enolates of the N-acyloxazolidinones can also undergo a variety of other enantioselective reactions including alkylation: J. Am. Chem. Soc., 104, 1737 (1982); acylation: J. Am. Chem. Soc., 106, 1154 (1984):
- Chiral auxiliary introduced by Evans for use in enantioselective reactions.
- See also (S)-(-)-4-Benzyl-2-oxazolidinone, A18236.
- Alkyl carboxamides derived from the N-acylation of the oxazolidinone form enolates which undergo highly enantioselective aldol condensation with aldehydes. The products readily undergo hydrolysis, e.g. with base, to give chiral ß -hydroxyacids, with consequent easy recovery and recycle of the chiral auxiliary: J. Am. Chem. Soc., 103, 2127 (1981); Tetrahedron, 27, 897 (1986); Tetrahedron Lett., 31, 4699 (1990); J. Org. Chem., 56, 2489 (1991). For reaction scheme, see (S)-(-)-4-Benzyl-2-oxazolidinone, A18236.
安全信息
- S24/25 Avoid contact with skin and eyes 避免皮肤和眼睛接触；
GHS Symbol
- R36/37/38 Irritating to eyes, respiratory system and skin 对眼睛、呼吸系统和皮肤有刺激性
- P262 Do not get in eyes, on skin, or on clothing. 不要接触眼睛，皮肤或衣服。
其他信息
- 不溶于水，微溶于醇。
